Method for producing vinylphosphonic acid monoester

Abstract

Provided is a method for producing a vinylphosphonic acid monoester from vinylphosphonic acid diester with high selectivity.The method for producing a vinylphosphonic acid monoester from a vinylphosphonic acid diester represented by the following Formula (1):wherein R1 and R2 each independently denote a linear or branched alkyl group having from 1 to 4 carbon atoms,the vinylphosphonic acid monoester being represented by the following Formula (2):wherein R1 denotes a linear or branched alkyl group having from 1 to 4 carbon atoms, according to the invention, wherein the method includes a step of heating the vinylphosphonic acid diester in the presence of a solvent and a basic substance, thereby obtaining the vinylphosphonic acid monoester, and a molar ratio of the basic substance to the vinylphosphonic acid diester is from 0.7 to 3.5.

1 . A method for producing a vinylphosphonic acid monoester from a vinylphosphonic acid diester represented by the following Formula (1): 
       
         
           
           
               
               
           
         
       
       wherein R 1  and R 2  each independently denote a linear or branched alkyl group having from 1 to 4 carbon atoms,
 the vinylphosphonic acid monoester being represented by the following Formula (2): 
 
       
         
           
           
               
               
           
         
       
       wherein R 1  denotes a linear or branched alkyl group having from 1 to 4 carbon atoms,
 wherein the method comprises a step of heating the vinylphosphonic acid diester in the presence of a solvent and a basic substance, thereby obtaining the vinylphosphonic acid monoester, and 
 a molar ratio of the basic substance to the vinylphosphonic acid diester is from 0.7 to 3.5. 
 
     
     
         2 . The production method according to  claim 1 , wherein selectivity of the vinylphosphonic acid monoester is 80% or more. 
     
     
         3 . The production method according to  claim 1 , wherein the basic substance is at least one selected from the group consisting of alkaline metal hydroxides, carbonates, and
 hydrogencarbonates, and alkaline earth metal hydroxides, carbonates, and hydrogencarbonates.   
     
     
         4 . The production method according to  claim 1 , wherein the solvent contains water. 
     
     
         5 . The production method according to  claim 1 , wherein pH of a reaction solution is from 11 to 14. 
     
     
         6 . The production method according to  claim 1 , wherein a reaction temperature is from 50° C. to 90° C. 
     
     
         7 . The production method according to  claim 1 , wherein the vinylphosphonic acid monoester is at least one selected from the group consisting of dimethyl vinylphosphonate, diethyl vinylphosphonate, di-n-propyl vinylphosphonate, and diisopropyl vinylphosphonate. 
     
     
         8 . The production method according to  claim 2 , wherein the basic substance is at least one selected from the group consisting of alkaline metal hydroxides, carbonates, and hydrogencarbonates, and alkaline earth metal hydroxides, carbonates, and hydrogencarbonates. 
     
     
         9 . The production method according to  claim 2 , wherein the solvent contains water. 
     
     
         10 . The production method according to  claim 2 , wherein pH of a reaction solution is from 11 to 14. 
     
     
         11 . The production method according to  claim 2 , wherein a reaction temperature is from 50° C. to 90° C. 
     
     
         12 . The production method according to  claim 2 , wherein the vinylphosphonic acid monoester is at least one selected from the group consisting of dimethyl vinylphosphonate, diethyl vinylphosphonate, di-n-propyl vinylphosphonate, and diisopropyl vinylphosphonate.